Asymmetric total synthesis from cyclopentene-1,2-diones: Characterisation of a diastereomerically pure Michael adduct

Article abstract of DOI:10.1016/S0040-4039(00)88907-8

A key cyclopentenolone intermediate in the asymmetric synthesis of alkaloids and seco-iridoids has been prepared from reaction of a chiral 5,7-dioxoperhydro-1,4-oxazepine with a cyclopentene-1,2-dione dimer; the absolute configuration at the induced chiral centres has been assigned from n.O.e. experiments.